Benzene, 1,2-bis(3-bromo-1-propynyl)-

Base Information

• Chemical Name: Benzene, 1,2-bis(3-bromo-1-propynyl)-
• CAS No.: 173382-69-9
• Molecular Formula: C12H8Br2
• Molecular Weight: 312.004
• DSSTox Substance ID: DTXSID90446993
• Nikkaji Number: J2.545.163E
• Wikidata: Q82265759
• Mol file: 173382-69-9.mol

Synonyms:Benzene, 1,2-bis(3-bromo-1-propynyl)-;173382-69-9;bis(3-bromoprop-1-ynyl)benzene;DTXSID90446993;1,2-Bis(3-bromo-1-propynyl)benzene

Chemical Property of Benzene, 1,2-bis(3-bromo-1-propynyl)-

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 311.89723
• Heavy Atom Count: 14
• Complexity: 261

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#CCBr)C#CCBr

Technology Process of Benzene, 1,2-bis(3-bromo-1-propynyl)-

There total 3 articles about Benzene, 1,2-bis(3-bromo-1-propynyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

1,2-bis(1-methylsulfonyloxyprop-1-yn-1-yl)benzene (116510-22-6) → 1,2-bis-(3-bromo-1-propynyl)benzene (173382-69-9)

Guidance literature:

With lithium bromide; In tetrahydrofuran; at 0 ℃; for 4h;

DOI:10.1021/jo049396d

Reference yield: 60.0%

1,2-bis(3-hydroxyprop-1-yn-1-yl)benzene (116510-02-2) → 1,2-bis-(3-bromo-1-propynyl)benzene (173382-69-9)

Guidance literature:

With phosphorus tribromide; In diethyl ether; 1.) 0 deg C, 1 h, 2.) reflux, 1 h;

Reference yield:

2,3-dibromobenzene (583-53-9) → 1,2-bis-(3-bromo-1-propynyl)benzene (173382-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Pd⁽⁰⁾; nBuNH₂ / 16 h / 80 - 90 °C

2: Et₃N / CH₂Cl₂ / 0 °C

3: LiBr / tetrahydrofuran

With palladium; N-butylamine; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; 1: Sonogashira coupling;

DOI:10.1016/j.bmcl.2005.09.005

upstream raw materials:

1,2-bis(3-hydroxyprop-1-yn-1-yl)benzene

1,2-bis(1-methylsulfonyloxyprop-1-yn-1-yl)benzene

2,3-dibromobenzene

Downstream raw materials:

C₂₂H₁₈N₄O₄

C₃₂H₃₄N₄O₈